How far in advance should I book a flight from Madison to Culebra?

To save up to 88% on this flight, we recommend booking at least 22 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Madison to Culebra from $358 1-2 weeks out and tickets from $358 for flights departing within the next 72 hours.

What is the cheapest month to fly from Madison to Culebra?

September can be a great time to fly to Culebra from Madison with a flight ticket averaging about $517. Cheapflights users have found deals in the month of September for as cheap as $264. The most expensive prices can be found in the month of December.

What is the cheapest time of day to fly from MSN to CPX?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Culebra as you normally would.

Can I find deals for flights from Madison to Culebra that include hotel bookings?

Yes. In addition to deals on Madison to Culebra flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Madison to Culebra?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Culebra.

Can I find deals for business class flights from Madison to Culebra?

Yes. Cheapflights offers flight deals from Madison to Culebra by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$1,944+ Flights from Madison to Culebra

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Cheap flight deals from Madison to Culebra

Round-trip from	$1,944 (United Airlines)
Popular in	December
Cheapest in	September
Average price	$555

From Madison Truax Field to Culebra

Search Deals

Highest demand for flights based on searches. 1% potential increase in price ($7 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in July 2025

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Find flight deals from Madison to Culebra

Cheapest flights from Madison to Culebra
Explore the most affordable flight options available from Madison to Culebra. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

Thu 8/145:20 pmMSN - CPX

2 stops46h 31mUnited Airlines

Mon 8/1810:13 amCPX - MSN

2 stops28h 36mUnited Airlines

Deal found 7/30

$1,944

Best flights from Madison to Culebra
Discover carefully curated flight deals from Madison to Culebra that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 30, 2025.

Thu 8/145:20 pmMSN - CPX

2 stops46h 31mUnited Airlines

Mon 8/1810:13 amCPX - MSN

2 stops28h 36mUnited Airlines

Deal found 7/30

$1,944

Last-minute flights from Madison to Culebra
Discover last-minute flight deals from Madison to Culebra. Data last updated July 30, 2025 and is based on user searches.

Thu 8/145:20 pmMSN - CPX

2 stops46h 31mUnited Airlines

Mon 8/1810:13 amCPX - MSN

2 stops28h 36mUnited Airlines

Deal found 7/30

$1,944

Fly from

Fly to

Route

Depart

Return

Price

MadisonCulebra

MSN - CPX

MSNCPX

Madison Truax Field

Thu 8/14

5:20 pm-4:51 pm

2 stops46h 31m

Culebra

Mon 8/18

10:13 am-1:49 pm

2 stops28h 36m

$1,944

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Madison to Culebra

Have a flexible travel schedule? Discover the best time to fly to Culebra from Madison with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Culebra

Read through reviews of airlines operating flights from Madison to Culebra, such as United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

United Airlines

7.4

Good

8,896 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

United Airlines

7.4

Good

8,896 reviews

United Airlines

7.4

Good

8,896 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Can I find deals for flights from Madison to Culebra that include hotel bookings?
Yes. In addition to deals on Madison to Culebra flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Madison to Culebra?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Culebra.
Can I find deals for business class flights from Madison to Culebra?
Yes. Cheapflights offers flight deals from Madison to Culebra by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Madison to Culebra

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$1,944+ Cheap flights from Madison (MSN) to Culebra (CPX)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/14. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Madison to Culebra with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Madison to Culebra

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from Madison to Culebra

Cheapest flights from Madison to CulebraExplore the most affordable flight options available from Madison to Culebra. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

Explore the most affordable flight options available from Madison to Culebra. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Madison to Culebra that are best for you.

Best time to book a flight from Madison to Culebra

Have a flexible travel schedule? Discover the best time to fly to Culebra from Madison with our price prediction graph.

Reviews of airlines servicing Culebra

Read through reviews of airlines operating flights from Madison to Culebra, such as United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Madison to Culebra. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find deals for flights from Madison to Culebra that include hotel bookings?

How can I find direct flights from Madison to Culebra?

Can I find deals for business class flights from Madison to Culebra?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Culebra

See prices for flight routes from nearby airports that may be better suited for you.

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Book with Flexibility

Travel Smart

Cheapest flights from Madison to Culebra
Explore the most affordable flight options available from Madison to Culebra. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.